title: Activated alkene dependent one-pot, three-component aza-Morita-Baylis-Hillman reaction of ferrocenealdehyde: synthesis of highly functionalized diverse ferrocene derivatives.
abstract: Activated alkene dependent one-pot, three-component aza-Morita-Baylis-Hillman (aza-MBH) reaction of ferrocenealdehyde afforded simple aza-MBH adduct of ferrocenealdehyde, unusual piperidine, β-amino acid residue, and γ-ketoester derivatives of ferrocene in good yield. The synthetic protocol with MVK has led to an unexpected ferrocenyl piperidine derivative in an excellent yield via diastereoselective domino aza-Michael/double Aldol pathway. Plausible mechanisms for the formation of unusual products and diastereoselectivity have also been described. The products can be used for the concise synthesis of ferrocenyl nitrogen heterocycles and bioconjugates.
authors.affiliation: Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology, Trivandrum-695 019, Kerala, India.
authors.forename: Suchithra
authors.initials: S
authors.lastname: Madhavan
authors.forename: Ponnusamy
authors.initials: P
authors.lastname: Shanmugam
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry*; D005296:Ferrous Compounds / Q000737:chemistry*; D000075163:Metallocenes; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000475:Alkenes; D005296:Ferrous Compounds; D000075163:Metallocenes; C004998:ferrocene